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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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List View Map View
179 matches found

$14,500,000
75840 Overseas Highway
Lower Matecumbe, FL 33036
75840 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (97)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 7
Square Footage: 5900
Year Built: 2025
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Bay (75.0)
Description: Experience the ultimate in coastal luxury and sophistication in this brand-...
Listing Office: The Agency Florida Keys
Last Updated: April - 10 - 2026
IDX
$12,499,000
236 Costa Bravo Drive
Lower Matecumbe, FL 33036
236 Costa Bravo Drive, Lower Matecumbe, FL 33036
View Photos (29)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 8
Square Footage: 6367
Year Built: 2023
Area: 22 - Lower Matecumbe
Subdivision: Port Antigua (74.5)
Description: A rare architectural masterpiece by renowned architect Max Strang, this mod...
Listing Office: Serhant Florida LLC - Coconut Grove
Last Updated: April - 08 - 2026
IDX
$11,000,000
75280 Overseas Highway
Lower Matecumbe, FL 33036
75280 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (99)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 5100
Year Built: 1993
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Harbor (75.0)
Description: Commanding 170 feet of private Florida Bay frontage, and situated on over a...
Listing Office: Ocean Sotheby's International Realty
Last Updated: April - 12 - 2026
IDX
$10,900,000
186 & 165 Bayview Drive
Lower Matecumbe, FL 33036
186 & 165 Bayview Drive, Lower Matecumbe, FL 33036
View Photos (102)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 5
Square Footage: 4394
Year Built: 1991
Area: 22 - Lower Matecumbe
Subdivision: Safety Harbor (74.0)
Description: A refined expression of waterfront living, this six-bedroom, four-bath resi...
Listing Office: Ocean Sotheby's International Realty
Last Updated: February - 03 - 2026
IDX
$8,950,000
162 Bayview Drive
Lower Matecumbe, FL 33036
162 Bayview Drive, Lower Matecumbe, FL 33036
View Photos (46)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 10
Square Footage: 5392
Year Built: 2014
Area: 22 - Lower Matecumbe
Subdivision: Safety Harbor (74.0)
Description: Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning...
Listing Office: Coldwell Banker Realty - Coral Gables
Last Updated: December - 24 - 2025
IDX
$7,995,000
91 Iroquois Drive
Lower Matecumbe, FL 33036
91 Iroquois Drive, Lower Matecumbe, FL 33036
View Photos (54)Videos (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 4048
Year Built: 1989
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: Discover paradise in Islamorada, where you can enjoy beautiful ocean views,...
Listing Office: Coastal Realty of the Florida Keys
Last Updated: March - 27 - 2026
IDX
$7,800,000
75931 Overseas Highway
Lower Matecumbe, FL 33036
75931 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (74)Videos (1)Virtual Tours (1)
Open House (04/12/2026 - 1:00 pm)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 4770
Year Built: 2012
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Bay (75.0)
Description: Set on 1.38 acres of pristine oceanfront in the Florida Keys, this private ...
Listing Office: Ocean Sotheby's International Realty
Last Updated: April - 06 - 2026
IDX
$7,795,000
89701 Old Highway
Plantation Key, FL 33070
89701 Old Highway, Plantation Key, FL 33070
View Photos (71)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Square Footage: 3841
Year Built: 2024
Area: 25 - Plantation Key
Subdivision: Misc Plantation Key (85.0)
Description: San Roc is a stunning, gated oceanfront estate set on 2.34 lush tropical ac...
Listing Office: Ocean Sotheby's International Realty
Last Updated: January - 27 - 2026
IDX
$6,975,000
228 Tide Avenue
Plantation Key, FL 33070
228 Tide Avenue, Plantation Key, FL 33070
View Photos (97)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 2629
Year Built: 1996
Area: 25 - Plantation Key
Subdivision: Edenaire (90.5)
Description: Very few things in life live up to the hype--but living on ''The Creek'' ex...
Listing Office: Palm House Real Estate
Last Updated: April - 05 - 2026
IDX
$6,950,000
144 N Rolling Hill Road
Plantation Key, FL 33070
144 N Rolling Hill Road, Plantation Key, FL 33070
View Photos (75)Videos (1)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 3284
Year Built: 2008
Area: 25 - Plantation Key
Subdivision: High Point (89.0)
Description: This luxury bayfront home in the Florida Keys offers discriminant buyers a ...
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 31 - 2026
IDX

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The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)